US4272428A - Plasticized vinyl chloride polymer - Google Patents
Plasticized vinyl chloride polymer Download PDFInfo
- Publication number
- US4272428A US4272428A US06/041,546 US4154679A US4272428A US 4272428 A US4272428 A US 4272428A US 4154679 A US4154679 A US 4154679A US 4272428 A US4272428 A US 4272428A
- Authority
- US
- United States
- Prior art keywords
- weight
- polyester
- parts
- adipate
- molding composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 229920000642 polymer Polymers 0.000 title claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 48
- 229920000728 polyester Polymers 0.000 claims abstract description 34
- -1 carbonic acid aryl ester Chemical class 0.000 claims abstract description 18
- 150000002148 esters Chemical class 0.000 claims abstract description 12
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims abstract description 10
- 230000001588 bifunctional effect Effects 0.000 claims abstract description 6
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 238000009757 thermoplastic moulding Methods 0.000 claims abstract description 3
- 238000005809 transesterification reaction Methods 0.000 claims abstract description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 39
- 150000002009 diols Chemical group 0.000 claims description 21
- 239000001361 adipic acid Substances 0.000 claims description 19
- 235000011037 adipic acid Nutrition 0.000 claims description 19
- 238000000465 moulding Methods 0.000 claims description 16
- 229920001577 copolymer Polymers 0.000 claims description 10
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 7
- 239000005977 Ethylene Substances 0.000 claims description 7
- 239000004814 polyurethane Substances 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 229920000573 polyethylene Polymers 0.000 claims description 3
- 150000005846 sugar alcohols Polymers 0.000 claims description 3
- 239000004970 Chain extender Substances 0.000 claims description 2
- 229920003054 adipate polyester Polymers 0.000 claims 1
- 125000005442 diisocyanate group Chemical group 0.000 claims 1
- 230000000704 physical effect Effects 0.000 abstract description 5
- 230000002349 favourable effect Effects 0.000 abstract description 4
- 230000032683 aging Effects 0.000 abstract description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 22
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 17
- 239000000047 product Substances 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 13
- 239000004800 polyvinyl chloride Substances 0.000 description 13
- 229920000915 polyvinyl chloride Polymers 0.000 description 13
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 238000006068 polycondensation reaction Methods 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 238000004821 distillation Methods 0.000 description 7
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 238000004898 kneading Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 4
- 229920000909 polytetrahydrofuran Polymers 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000004709 Chlorinated polyethylene Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 125000005587 carbonate group Chemical group 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- 239000008037 PVC plasticizer Substances 0.000 description 1
- 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VEIOBOXBGYWJIT-UHFFFAOYSA-N cyclohexane;methanol Chemical compound OC.OC.C1CCCCC1 VEIOBOXBGYWJIT-UHFFFAOYSA-N 0.000 description 1
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical compound OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 101150035983 str1 gene Proteins 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
- C08L69/005—Polyester-carbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782823161 DE2823161A1 (de) | 1978-05-26 | 1978-05-26 | Weichgemachte vinylchloridpolymerisate |
| DE2823161 | 1978-05-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US4272428A true US4272428A (en) | 1981-06-09 |
Family
ID=6040324
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/041,546 Expired - Lifetime US4272428A (en) | 1978-05-26 | 1979-05-23 | Plasticized vinyl chloride polymer |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4272428A (en(2012)) |
| EP (1) | EP0005736B1 (en(2012)) |
| JP (1) | JPS54155247A (en(2012)) |
| DE (2) | DE2823161A1 (en(2012)) |
| DK (1) | DK217679A (en(2012)) |
| ES (1) | ES480960A1 (en(2012)) |
| ZA (1) | ZA792556B (en(2012)) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080058466A1 (en) * | 2006-09-05 | 2008-03-06 | Joshi Makarand V | Polymeric Plasticizers for Polymer Compositions Exhibiting High Surface Energy |
| US20090292058A1 (en) * | 2008-05-23 | 2009-11-26 | Velsicol Chemical Corporation | Aqueous Polymer Compositions Exhibiting Increased Open Time With Reduced Levels Of Volatile Organic Compounds |
| US10450445B2 (en) * | 2013-09-04 | 2019-10-22 | Leibniz-Institut Fuer Polymerforschung Dresden E.V. | Blends of thermoplastic polyurethanes and rubbers and process for producing same |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3229130A1 (de) | 1982-08-04 | 1984-02-09 | Bayer Ag, 5090 Leverkusen | Formmassen aus vinylchloridpolymerisaten, abs-polymerisation und polymeren weichmachern mit hoher alterungsbestaendigkeit |
| DE3229079A1 (de) | 1982-08-04 | 1984-02-09 | Bayer Ag, 5090 Leverkusen | Formmassen aus vinylchloridpolymerisat, pfropfpolymeren und polymeren weichmachern mit hoher alterungsbestaendigkeit |
| SE8804488D0 (sv) * | 1988-12-12 | 1988-12-12 | Holmsund Golv Ab | Plastmatta |
| DE69124154T2 (de) * | 1990-07-10 | 1997-08-07 | Gen Electric | Copolyestercarbonatharzzusammensetzung |
| DE69205280T2 (de) * | 1991-05-23 | 1996-04-18 | Du Pont | Zusammensetzungen aus rieselfaehigem polyvinylchloridpulver. |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2647099A (en) * | 1951-11-08 | 1953-07-28 | Firestone Tire & Rubber Co | Linear polyester plasticizers |
| US2863854A (en) * | 1954-12-07 | 1958-12-09 | Hudson Foam Plastics Corp | Reducing acidity of polyesters by treatment with alkylene carbonate |
| US3167524A (en) * | 1961-12-22 | 1965-01-26 | Monsanto Co | Plasticized halogen-containing resins |
| US3491066A (en) * | 1967-07-10 | 1970-01-20 | American Cyanamid Co | Process for preparing a linear polyester resin having pendant alcoholic hydroxy groups |
| US3554742A (en) * | 1968-03-29 | 1971-01-12 | Eastman Kodak Co | Electrophotographic element containing a barrier layer comprising block copolycarbonates |
| US4137221A (en) * | 1974-07-11 | 1979-01-30 | Teijin Limited | Heat-curable and solvent-soluble ester group-containing polymer compositions and process for their preparation |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2304894B2 (de) * | 1973-02-01 | 1980-10-30 | Bayer Ag, 5090 Leverkusen | Polycarbonat-Polyvinylchlorid-Formmassen |
| DE2402175C3 (de) * | 1974-01-17 | 1981-05-21 | Bayer Ag, 5090 Leverkusen | Polyvinylchlorid-Polycarbonat-Legierungen |
| JPS5133819A (en) * | 1974-09-14 | 1976-03-23 | Genji Yako | 3 soo 2 sonihenkansuru 3 so 2 sohenatsuki |
| JPS5928226B2 (ja) * | 1975-11-10 | 1984-07-11 | アデカ ア−ガスカガク カブシキガイシヤ | アンテイカサレタゴウセイジユシソセイブツ |
| DE2732718A1 (de) * | 1977-07-20 | 1979-02-15 | Bayer Ag | Carbonatgruppen enthaltende polyester |
-
1978
- 1978-05-26 DE DE19782823161 patent/DE2823161A1/de not_active Withdrawn
-
1979
- 1979-05-02 DE DE7979101321T patent/DE2960397D1/de not_active Expired
- 1979-05-02 EP EP79101321A patent/EP0005736B1/de not_active Expired
- 1979-05-23 US US06/041,546 patent/US4272428A/en not_active Expired - Lifetime
- 1979-05-24 JP JP6332079A patent/JPS54155247A/ja active Granted
- 1979-05-25 DK DK217679A patent/DK217679A/da not_active Application Discontinuation
- 1979-05-25 ZA ZA792556A patent/ZA792556B/xx unknown
- 1979-05-25 ES ES480960A patent/ES480960A1/es not_active Expired
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2647099A (en) * | 1951-11-08 | 1953-07-28 | Firestone Tire & Rubber Co | Linear polyester plasticizers |
| US2863854A (en) * | 1954-12-07 | 1958-12-09 | Hudson Foam Plastics Corp | Reducing acidity of polyesters by treatment with alkylene carbonate |
| US3167524A (en) * | 1961-12-22 | 1965-01-26 | Monsanto Co | Plasticized halogen-containing resins |
| US3491066A (en) * | 1967-07-10 | 1970-01-20 | American Cyanamid Co | Process for preparing a linear polyester resin having pendant alcoholic hydroxy groups |
| US3554742A (en) * | 1968-03-29 | 1971-01-12 | Eastman Kodak Co | Electrophotographic element containing a barrier layer comprising block copolycarbonates |
| US4137221A (en) * | 1974-07-11 | 1979-01-30 | Teijin Limited | Heat-curable and solvent-soluble ester group-containing polymer compositions and process for their preparation |
Non-Patent Citations (1)
| Title |
|---|
| A. K. Doolittle-Technology of Solvent and Plasticizers John Wiley & Sons, Inc. pp. 1006 & 1015-1954. * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080058466A1 (en) * | 2006-09-05 | 2008-03-06 | Joshi Makarand V | Polymeric Plasticizers for Polymer Compositions Exhibiting High Surface Energy |
| US20090292058A1 (en) * | 2008-05-23 | 2009-11-26 | Velsicol Chemical Corporation | Aqueous Polymer Compositions Exhibiting Increased Open Time With Reduced Levels Of Volatile Organic Compounds |
| US10450445B2 (en) * | 2013-09-04 | 2019-10-22 | Leibniz-Institut Fuer Polymerforschung Dresden E.V. | Blends of thermoplastic polyurethanes and rubbers and process for producing same |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA792556B (en) | 1980-08-27 |
| DK217679A (da) | 1979-11-27 |
| EP0005736A1 (de) | 1979-12-12 |
| ES480960A1 (es) | 1980-01-01 |
| DE2823161A1 (de) | 1979-11-29 |
| EP0005736B1 (de) | 1981-06-10 |
| JPS6252775B2 (en(2012)) | 1987-11-06 |
| DE2960397D1 (en) | 1981-09-17 |
| JPS54155247A (en) | 1979-12-07 |
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